
House vacation rentals in Asciano
Find and book unique houses on Airbnb
Quick stats about house rentals in Asciano

Total vacation rentals
Explore 110 vacation rentals in Asciano

Nightly prices starting at
Asciano vacation rentals start at G$10,461 GYD per night before taxes and fees

Verified guest reviews
Over 2,470 verified reviews to help you choose

Family-friendly vacation rentals
70 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 50 rentals that welcome pets

Vacation rentals with a pool
70 properties feature pools

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
100 of Asciano vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Asciano rentals

4.8 Average rating
Asciano stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated house rentals in Asciano
Guests agree: these houses are highly rated for location, cleanliness, and more.

Domus Nannini - Loggia Salimbeni SPA
Apartment of 200 sqm furnished with precious classical furniture and very spacious rooms: 13 windows overlooking the old town, each window offers a unique view of the city. Big and spacious lounge with peerless view on the begin of Banchi di Sopra, Piazza Salimbeni and the headquarter of the Monte dei Paschi, formed by the noble palaces Tantucci, Salimbeni and Spannocchi. Second lounge with library, sofa-bed and the same exclusive view. 2 large bedrooms with city-views and king-size beds. 3 bathrooms one with jacuzzi and one with shower. A long corridor that crosses the apartment, spacious entrance and private terrace on the internal courtyard. Third lounge with sofa-bed and city-view. Dining room with panoramic views of the Duomo of Siena and Basilica of San Domenico which stand out over the medieval roofs of Siena a few meters from us. Fully equipped kitchen with laundry area. It occupies the entire second floor our 1600's palace and offers unique and privileged views of Siena and its architectural wonders. We are on Banchi sopra Sopra, the main course of the historical center of Siena, below the house you will find the best shops in the center with all the brands of high fashion, lots of restaurants; Wineries, Bars and Supermarkets with typical Tuscan products.
ValueLocationGetting around
4.96 out of 5 average rating, 156 reviews
Casa al Gianni - The Simignano Barn
Converted from an old barn, this luxurious retreat offers 5 bedrooms, 4 bathrooms, a large fully equipped kitchen, a spacious living room, a large private garden with parking, a hot tub, a patio with sofas, a BBQ, a fire pit, and an outdoor kitchen. Ideal for those looking for a unique experience, it combines rustic charm with modern comforts. Perfect for families or groups, it promises magical evenings under the stars, including relaxation in the hot tub and outdoor dinners. A memorable getaway awaits you in this slice of paradise!
FamilyLocationHot tub
4.97 out of 5 average rating, 198 reviews
Podere Piazza house with panoramic view
Podere Piazza is an estate, has its origin in the 15th century. The vacation home was built at the beginning of the 17th century. Podere Piazza was the residence of Alessandro Cervini degli Spannocchi, who was appointed Archbishop of Siena on May 29, 1747. He was a Nobile di Montepulciano and Patrizier of Siena. The buildings of Podere Piazza still bear his coat of arms today. This also explains our little church, at the road junction, in front of it to the right to the pine avenue and to the left into the driveway.
LocationFamilyWalkability
4.97 out of 5 average rating, 197 reviews
Palazzo Monaci - Pool in the Crete Senesi
Welcome to Palazzo Monaci! An oasis of nature and unique beauty, in the heart of the Crete Senesi, in Tuscany. A residence with a pool and a breathtaking view of the Crete Senesi. Perfect for couples or families looking for a relaxing vacation. The location is perfect for exploring the surrounding areas. You can hike in the Tuscan countryside, visit the characteristic medieval villages, taste the delicious local wines, and immerse yourself in the culture and history of this fascinating region.
FamilyValueLong stay
4.96 out of 5 average rating, 142 reviews
Spacious Luxury Stay in Pienza | 3BR 3BA
Discover an elegant, spacious, and authentic retreat in the heart of Pienza, a Renaissance gem and a UNESCO World Heritage Site. Featuring 3 double bedrooms, 3 bathrooms, a large living area, a fully equipped kitchen, air conditioning, and Wi-Fi, this home is perfect for families or groups of friends who want to experience the most iconic side of Tuscany, with its historic alleyways, unique flavors, and unforgettable views of the Val d’Orcia, all with the comfort of a truly special residence.
LocationValueAccess
4.97 out of 5 average rating, 100 reviews
House Rigomagno Siena
Apartment with beamed ceilings and terracotta floors, this apartment is set in a 19th-century farmhouse located in the hills of Siena in Rigomagno Toscana. From the solarium next to the swimming pool in the middle of the olive trees, you can admire the panorama of the Sienese hills and the medieval village of Rigomagno ... all this characterizes the ideal holiday for couples or families who want to relax. Solarium, garden, terrace, swimming pool are exclusively for guests of the apartment.
LocationFamilyNearby
4.96 out of 5 average rating, 125 reviews
Casa Dolce Toscana | Panoramic Suite with a View
CASA DOLCE TOSCANA 🖼️ Hi! I'm Jolanta 😊 Welcome to our beloved Tuscan accommodation, with panoramic views, nestled in the hills of Tuscany. A perfect oasis of peace for those who want to relax and enjoy an authentic experience. Located a few kilometers from Siena and Florence, our accommodation combines rustic charm with all modern comforts. It is located in the heart of the historic center of the famous village of Cetona, below the castle, overlooking the valley and the scent of Tuscany.
LocationValueQuiet
4.98 out of 5 average rating, 184 reviews
Alma Vignoni - Vignoni Val d'Orcia - Bagno Vignoni
Alma Vignoni is an elegant and exclusive holiday house in Vignoni Alto that recalls Tuscan style and is enriched by unusual and personal details. The house consists of an open-space with fireplace in the center. On the one hand the room with stunning views over the surrounding hills (Pienza, Monticchiello and Montepulciano) on the other the kitchen area. Two cozy rooms overlook the ancient Via Francigena and the Orcia river valley. The bathroom has a large shower.
FamilyValueIndoor spaces
4.99 out of 5 average rating, 232 reviews
The Chianti window
A wonderful place to spend a few days in pleasant company. A large living room with fireplace where you can relax after returning from beautiful walks, bike rides, and excursions. The independent apartment is 15 km from Siena, 20 km from the Thermal Baths and 40 minutes from the villages of San Gimignano and Monteriggioni. Overall, there is a farm that produces wines and oil with the possibility of guided tours and tasting of our products with themed dinners.
LocationFamilyView
4.9 out of 5 average rating, 135 reviews
Conca d'Oro villa with private pool, sleeps 4
Just 2 km from the village, cozy typical Tuscan farmhouse, tastefully furnished and equipped. The farmhouse is located in a panoramic position immersed in the peaceful Tuscan countryside. Guests have access to a beautiful infinity pool for their exclusive use, equipped with sun loungers, and a lovely garden with a patio furnished for outdoor dining and enjoying fantastic sunsets. A strategic location for tourists. Free high-speed satellite Wi-Fi
ValueLocationTV
4.92 out of 5 average rating, 173 reviews
Casa Rosmarino Eco-Wellness Country Home
Price includes: - Infrared Sauna - Wood for Fireplace - Heating/Air Conditioning - Laundry/Dryer - Shower Gel/Shampoo/Bathrobes - Welcome Appetizer w/Wine - Treats during your stay Pool & parking lot are shared areas. We have 6 units for rent Extra activities (not included) : - Massages, Cooking Classes, Tours & Tasting Please INQUIRE for price & availability.
FamilyValueHeating
4.99 out of 5 average rating, 273 reviews
Country House in the Crete Senesi
County house deep into the natural reserve that surrounds the village of Chiusure and the Abbey of Monte Oliveto Maggiore. Intimate oasis of relax with private garden and pool located in the heart of Siena's area between Val d'Orcia and Crete Senesi
ValueLocationHiking
4.97 out of 5 average rating, 209 reviewsPopular amenities for Asciano house rentals
House rentals with a pool

Relaxation and charm in the Chianti hills
FamilyLocationWalkability
4.99 out of 5 average rating, 114 reviews
Private Chianti Cottage, Garden & Vineyard Views
LocationFamilyGrill
4.99 out of 5 average rating, 137 reviews
Cottage surrounded by nature
LocationFamilyAccuracy
4.99 out of 5 average rating, 111 reviews
Borgo Ripostena – n. 8 Casa Vecchia
FamilyValueKitchen
4.95 out of 5 average rating, 201 reviews
La Lisa: country house surrounded by fields
FamilyValueAccuracy
4.94 out of 5 average rating, 135 reviews
Cercis - La Palmierina
ValueFamilyOutdoor spaces
4.96 out of 5 average rating, 146 reviews
Infinity pool in Chianti 1
LocationValueHospitality
5.0 out of 5 average rating, 142 reviews
Villa Lolù with private heated swimming-pool
ValueFamilyLaundry
4.98 out of 5 average rating, 160 reviewsWeekly house rentals

Charming converted Hayloft overlooking the Chianti Hills
LocationValueOutdoor spaces
4.97 out of 5 average rating, 307 reviews
Il Fienile, Luxury Apartment in the Tuscan Hills
ValueFamilyKitchen
5.0 out of 5 average rating, 233 reviews
The Biricocolo Cottage
LocationFamilyAmenities
4.98 out of 5 average rating, 123 reviews
Jenny's Barn
ValueFamilyQuiet
4.96 out of 5 average rating, 187 reviews
Nada Home
LocationValueCleanliness
4.87 out of 5 average rating, 217 reviews
"La Lambarda" tower Suite
ValueFamilyComfort
4.98 out of 5 average rating, 225 reviews
Family Forest - Pool in the Crete Senesi
LocationFamilyKitchen
4.88 out of 5 average rating, 86 reviews
house with pool between Siena and Valdorcia
LocationFamilyKitchen
4.91 out of 5 average rating, 33 reviewsPrivate house rentals

Beautiful villa in Chianti, panoramic garden
FamilyLocationQuiet
4.96 out of 5 average rating, 47 reviews
Wine House
LocationValueKitchen
4.97 out of 5 average rating, 70 reviews
AGRITURISMO SANT'ALFREDO: FORAGING
LocationFamilyLaundry
4.88 out of 5 average rating, 56 reviews
Hidden gem in Tuscany
ValueFamilyAir conditioning
5.0 out of 5 average rating, 56 reviews
Fienile House
FamilyLocationAir conditioning
4.83 out of 5 average rating, 6 reviews
Villa with Private Pool in the Tuscan Countryside
LocationFamilyAccuracy
5.0 out of 5 average rating, 23 reviews
Villa Melina - new life for the barn
LocationFamilyIndoor spaces
5.0 out of 5 average rating, 3 reviews
Villa la scuderia quiet luxury private garden pool
FamilyLocationAccuracy
5.0 out of 5 average rating, 28 reviewsWhen is the best time to visit Asciano?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$31,802 GYD | G$29,500 GYD | G$30,546 GYD | G$37,241 GYD | G$37,451 GYD | G$39,961 GYD | G$48,748 GYD | G$45,610 GYD | G$42,263 GYD | G$35,358 GYD | G$29,919 GYD | G$33,894 GYD |
| Avg. temp | 5°C | 6°C | 9°C | 12°C | 16°C | 21°C | 23°C | 24°C | 19°C | 14°C | 9°C | 5°C |
Destinations to explore
- Bed and breakfasts Asciano
- Rentals with breakfast Asciano
- Condo rentals Asciano
- Family-friendly rentals Asciano
- Farmstay rentals Asciano
- Rentals with pools Asciano
- Villa rentals Asciano
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- Pet-friendly rentals Asciano
- Apartment rentals Asciano
- Rentals with lake access Asciano
- Luxury rentals Asciano
- Rentals with a hot tub Asciano
- House rentals Siena
- House rentals Tuscany
- House rentals Italy
- Lake Trasimeno
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Lake Bolsena
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Stazione Santa Maria Novella
- Cala Violina
- Parco Regionale Della Maremma
- Mercato Centrale
- Fortezza da Basso
- Uffizi Gallery
- Piazza della Repubblica
- Parco delle Cascine
- Piazzale Michelangelo
- Palazzo Vecchio
- Del Chianti
- Piazza della Signoria
- Pitti Palace
- Boboli's Garden
- Mount Amiata
- Centro Storico Orvieto
- Cascate del Mulino
- Things to do Asciano
- Things to do Siena
- Art workshops Siena
- Tastings Siena
- Museums Siena
- Food tours Siena
- Dining Siena
- Cultural tours Siena
- Outdoors Siena
- Landmarks Siena
- Wildlife Siena
- Cooking Siena
- Things to do Tuscany
- Water sports Tuscany
- Flying Tuscany
- Cooking Tuscany
- Wildlife Tuscany
- Landmarks Tuscany
- Workouts Tuscany
- Tastings Tuscany
- Galleries Tuscany
- Outdoors Tuscany
- Food tours Tuscany
- Dining Tuscany
- Museums Tuscany
- Performances Tuscany
- Shopping and fashion Tuscany
- Art workshops Tuscany
- Cultural tours Tuscany
- Things to do Italy
- Workouts Italy
- Shopping and fashion Italy
- Food tours Italy
- Cooking Italy
- Flying Italy
- Cultural tours Italy
- Wellness Italy
- Tastings Italy
- Wildlife Italy
- Landmarks Italy
- Museums Italy
- Performances Italy
- Art workshops Italy
- Dining Italy
- Galleries Italy
- Outdoors Italy
- Architecture Italy
- Water sports Italy







